Introduction：Basic information about Fursultiamine CAS 804-30-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Fursultiamine Basic information
| Product Name: | Fursultiamine |
| Synonyms: | ((tetrahydrofurfuryl)dithio)-1-butenyl)-;adventan;alinaminf;diteftin;fursultiamin;n-(4-amino-2-methylpyrimidin-5-ylmethyl)-n-[4-hydroxy-1-methyl- 2-(tetrahydrofurfuryldithio)but-1-enyl]formamide;Fursutiamine;Formamide, N-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-N-[4-hydroxy-1-methyl-2-[(tetrahydrofurfuryl)dithio]-1-butenyl]- (6CI, 8CI) |
| CAS: | 804-30-8 |
| MF: | C17H26N4O3S2 |
| MW: | 398.54 |
| EINECS: | 212-357-1 |
| Product Categories: | Vitamins and derivatives |
| Mol File: | 804-30-8.mol |
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Fursultiamine Chemical Properties
| Melting point | 130-136°C (decompos.) |
| Boiling point | 652.3±55.0 °C(Predicted) |
| density | 1.29 |
| refractive index | 1.6270 (estimate) |
| storage temp. | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C |
| solubility | soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide (DMF). |
| form | Solid |
| pka | 14.42±0.10(Predicted) |
| color | White to Off-White |
| InChI | InChI=1S/C17H26N4O3S2/c1-12(16(5-6-22)26-25-10-15-4-3-7-24-15)21(11-23)9-14-8-19-13(2)20-17(14)18/h8,11,15,22H,3-7,9-10H2,1-2H3,(H2,18,19,20) |
| InChIKey | JTLXCMOFVBXEKD-UHFFFAOYSA-N |
| SMILES | C(N(CC1=CN=C(C)N=C1N)C(C)=C(SSCC1CCCO1)CCO)=O |
| CAS DataBase Reference | 804-30-8(CAS DataBase Reference) |
Safety Information
| Toxicity | LD50 in rats (mg/kg): 2200 orally; 540 i.p. (Yurugi, Fushimi) |
Fursultiamine Usage And Synthesis
| Description | Fursultiamine (syn. thiamine tetrahydrofurfuryl disulfide) is a vitamin B1 derivative which is rarely used, is only sparingly soluble in water and thus is usually employed only for solid drug forms. Lyophilisates are stabilized by sodium dextran sulfate. |
| Chemical Properties | white or slightly yellow crystalline powder. melting point 130-136 °C (decomposition). soluble in methanol, ethanol, chloroform, slightly soluble in acetone, insoluble in benzene, ether, slightly garlic odor. |
| Originator | Alinamin F,Takeda,Japan,1961 |
| Uses | Fursultiamine is an oral source of thiamine, used in comparative pharmacokinectic analysis of thiamine and it’s phosphorylated metabolites administered as multivitamin preparations, identification of drug candidate against prostate cancer from aspect of somatic cell reprogramming, therapeutic tool in number of human neurological diseases. |
| Application | Fursultiamine, a lipophilic vitamin B1 derivative, which is more readily absorbed in large amounts in the small intestine and has a longer half-life than its active counterpart vitamin B1. It is suitable for the treatment of beriberi or Wernicke encephalopathy due to vitamin B1 deficiency. It can also be used for the adjuvant treatment of peripheral neuritis and indigestion caused by vitamin B1 deficiency. |
| Preparation | Furanthiamine is obtained by condensing thiamine hydrochloride with sodium tetrahydrofuranmethyl thiosulfate after ring opening. |
| Definition | ChEBI: Fursultiamine is a member of pyrimidines. |
| Manufacturing Process | To a solution of 20 parts of thiamine hydrochloride in 30 parts of water isadded an aqueous solution of sodium hydroxide (7.2 parts of NaOH in 30parts of water), and the mixture is cooled with water. The mixture is allowedto stand for 30 minutes, 60 parts of chloroform is added, followed by asolution of 30 parts of crude sodium tetrahydrofurfurylthiosulfate in 30 partsof water, and the whole is stirred for 30 minutes. The chloroform layer isseparated and the aqueous layer is extracted twice with 20 parts ofchloroform. All the chloroform solutions are combined and shaken with 50parts of 5% hydrochloric acid. The acid solution is decolorized and neutralizedwith alkali carbonate, whereupon thiamine tetrahydrofurfuryl disulfideseparates out in the resinous state but soon solidifies [MP 129°C (decamp.)] .The yield is 16 parts. Recrystallization from ethyl acetate gives colorlessprisms melting at 132°C (decomp.). |
| Therapeutic Function | Enzyme cofactor vitamin |
Fursultiamine Preparation Products And Raw materials
| Raw materials | Dimethyl sulfate-->Acrylonitrile-->2-Acetylbutyrolactone-->Thiamine hydrochloride-->Sodium hydroxide |
